Sonn-Müller reaction

What is Sonn-Müller reaction?

The Sonn-Müller reaction, which involves converting aromatic anilides to aromatic aldehydes, was originally documented in 1919 by Sonn and Müller. As a result, this chemical transformation has since been referred to as the Sonn-Müller reaction.

Sonn-Müller reaction - general reaction scheme
Sonn-Müller reaction

Sonn-Müller reaction includes treating the anilides with phosphorus pentachloride PCl5 to create imidoyl chlorides, followed by reducing the resulting imidoyl chlorides to imines using anhydrous stannous chloride SnCl2 and hydrogen chloride HCl, and finally hydrolyzing the imines.

References

Sonn, A. and Müller, E. (1919), Über eine neue Methode zur Umwandlung von Carbonsäuren in Aldehyde. [On a new method for the conversion of carboxylic acids into aldehydes] Ber. dtsch. Chem. Ges. A/B, 52: 1927-1934. https://doi.org/10.1002/cber.19190521002

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